Advances in Heterocyclic Chemistry, Vol. 46 by Alan R. Katritzky

By Alan R. Katritzky

(from preface)Volume forty six of Advances in Heterocyclic Chemistry is an ''Index Volume.'' It includes a cumulative index of the titles of articles that have seemed within the sequence (Volumes 1-45), and a cumulative index of authors who've written those contributions. also it includes a topic index protecting Volumes 41-45, which might be utilized in conjunction with the topic index in quantity forty (which covers Volumes 1-40). it truly is was hoping that the supply of those indexes might help increase the price of the series.Apart from those indexes, the current quantity comprises 4 chapters spanning quite a lot of heterocyclic chemistry. ''1,5-Diazocines'' by means of Perlmutter, keeps his insurance of vital 8-membered heterocycles (cf. ''Azocines'' in quantity 31, and ''1,4-Diazocines'' in quantity 45). Charushin, Alexeev, and Chupahkin from the Soviet Union, and Van der Plas from Holland disguise reactions of 1,2,4-triazines with nucleophiles, an issue to which they create a lot expertise.There were huge, immense advancements in organo-boron chemistry over the past few a long time, yet boron-containing heterocycles are nonetheless a bit rareties. the sector is ripe for exploitation, and the bankruptcy in this topic through Terashima and Ishikura might help during this respect.Finally, Kadaba has contributed the 1st accomplished assessment of the huge chemistry of 1,2,4-triazolines. This bankruptcy will supplement the sooner overview {Advances, quantity 37) on 1,2,3-triazolines via Kadaba, Stanovnik, and Tisler.

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D] 55 1,5-DIAZOCINES chemical reduction of 138 (R, R', R3-R6 = H, R2 = H, C1) yielded 220 (R = R' = H, R2 = H, C1) (82JOC4452). aR2 q-k' \ \ R Ph / CI / R' Ph 220 N R 221 Fuchigami et al. reported the electrooxidative N-N coupling of diazocine 222. Use of platinum, carbon, and nickel electrodes afforded the diazabicyclooctane 223 and dihydropyrazole 224, whereas use of a silver electrode yielded only the latter compound (78CL1473; 80BCJ2040). (For the reverse of the 222 + 223 closure, see Section II,B,2).

7)1 (79CPB2618). 1,5-Benzodiazocines 106 (R' = CH,Ph, R2 = H), when treated with propiolactone and cyclized with polyphosphoric acid, afforded the tricyclic compound 195 (R = H). When the cyclization was carried out in the presence of acetic acid, 195 (R = Ac) was obtained (72MI1). Treatment of 1,Sdiazocine 34 (R' = R2 = R3 = R4 = R6 = R' = H, R5 = C1) (see Section II,A,3) with diketene gave two products: an acetoacetyl derivative 196 (see Section IV,B) and annelated product 1W. Treatment of 196 with methanolic hydrogen chlo- 48 [Sec.

The 2,8dimethyl derivative of 35 (R = R' = H) was prepared analogously from methyl 5-methylanthranilate. This compound was then converted into the 2,8-dimethyl derivative of 114 (R = C1). However, attempts t o reduce this and the nonmethylated compound to the parent (114, R = H) were unsuccessful (55JCS991). ] The diamine derivative (114, R = NH,) has also been obtained, among other products, by reaction of anthranilamide with phenylacetic acid in 26 [Sec. C HOWARD D. PERLMUTTER 35 114 MD 0 115 &> e= 0 116 0 117 the presence of phosphorus pentoxide (71JOC642).

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